Explore Destinations & Curated Experiences

Discover Maryland, Alaska, and beyond through trips designed for any level of traveler. Whether it’s your first adventure into nature or a return visit to your favorite outdoor spot, I create personalized itineraries that combine the right balance of activity, relaxation, and local flavor. Each destination includes experiences handpicked to make your trip smooth, memorable, and uniquely yours.

Hook, Line & Adventure

Known as the “White Marlin Capital of the World,” Maryland offers world-class angling experiences for beginners and pros alike. From chasing white marlin in Ocean City’s legendary tournaments to casting lines for rockfish, flounder, or tuna, there’s an unforgettable fishing trip waiting on the Chesapeake or Atlantic waters. With professional captains, local knowledge, and breathtaking views, fishing in Maryland is both thrilling and unforgettable.

  • Scenic view of the water with docks extending out, and a blue dockside restaurant on the left in Kent Island, MD.

    📍Ocean City

    Offshore charters for tuna and mahi, the legendary White Marlin Open, plus family-friendly trips perfect for introducing kids to saltwater fishing. Want tournament week handled start to finish? Ask me about tournament options.

  • Grizzly bear eating in a field of lush green vegetation with Alaskan mountains and the blue sky with clouds in the distance

    📍Kent Island

    A favorite for bachelor/bachelorette groups, wedding guests, and business groups. I can book a Chesapeake Bay fishing charter, suggest waterfront dining, and arrange fun extras like a brewery stop or spa day — all tailored to your group.

  • 📍Solomons

    Where the Patuxent River meets the Chesapeake Bay, Solomons offers charters for striped bass, catfish, cobia, and more, plus waterfront dining, museums, and sunset cruises. A relaxed base for families or fishing groups.

  • Geese feeding in a field.

    📍Annapolis

    Combine a classic downtown experience with light-tackle fishing for striped bass — great for families or day trips.

  • 📍Alaska

    Alaska offers unparalleled salmon, halibut, and river fishing adventures with experienced guides, private charters, and optional wildlife excursions for a complete trip. This can also be in combination with cruise sailings.

Luxury & Coastal Getaways

Maryland is home to some of the most refined retreats on the East Coast, blending historic charm with modern luxury. From waterfront resorts to five-star inns, enjoy stays that combine comfort, scenery, and thoughtful experiences. When you book through Tide + Timber Travel, every element is arranged for you — luxury transfers, exclusive experiences, and trusted accommodations — leaving you free to savor the journey.

  • Scenic view of the water with docks extending out, and a blue dockside restaurant on the left in Kent Island, MD.

    Luxury on the Eastern Shore

    📍 St. Michaels (Inn at Perry Cabin)

    A premier luxury escape on the Eastern Shore. Known for waterfront stays, luxury spa treatments, private sailing, and fine dining for couples or small groups.

  • Grizzly bear eating in a field of lush green vegetation with Alaskan mountains and the blue sky with clouds in the distance

    Golf & Spa Retreats

    📍 Cambridge (Hyatt Regency Chesapeake Bay)

    A perfect blend of championship golf, spa relaxation, and business-friendly amenities. Ideal for couples, professionals, and group retreats with optional wildlife or waterfowl experiences.

  • Geese feeding in a field.

    The Gateway to the Chesapeake

    📍 Kent Island & Kent Narrows

    Stay on Kent Island and enjoy a stunning view and easy access to Chesapeake Bay wildlife tours, resorts and shopping, fishing charters, and waterfront dining.

  • Historic Charm on the Bay

    📍 Annapolis

    Maryland’s capital is a mix of waterfront beauty, cobblestone streets, and sailing culture. Perfect for couples or history lovers looking for a quick getaway.

  • Glacier & Wildlife Adventures

    📍Alaska

    Luxury Alaska cruises featuring glacier viewing, wildlife tours, and balcony accommodations. I can organize transportation, shore excursions and onboard experiences.

Skip the planning — I’ll tailor your Chesapeake getaway down to the last sunset.

Wildlife & Nature Tours

Discover the untamed beauty of Maryland through wildlife tours and eco-friendly excursions. Spot wild ponies at Assateague Island, take a guided birdwatching trip through the Blackwater National Wildlife Refuge, or embark on a boat tour through the Kent Narrows to see ospreys, herons, and dolphins in their natural habitat. For nature-curious travelers, these experiences combine education and adventure, offering a chance to slow down, reconnect with the outdoors, and explore the diverse ecosystems of the Chesapeake Bay and Atlantic coast.

  • Scenic view of the water with docks extending out, and a blue dockside restaurant on the left in Kent Island, MD.

    Assateague Island, Ocean City, MD – Wild Horses & Dolphin Tours

    Experience Assateague’s wild horses and nearby dolphin tours. I can book guided wildlife tours, rentals, reservations for all types of adventures.

  • Grizzly bear eating in a field of lush green vegetation with Alaskan mountains and the blue sky with clouds in the distance

    Kent Narrows, Kent Island, MD – Marsh Eco-Tours & Birdwatching

    Guided eco-tours through Chesapeake marshes with seasonal wildlife viewing include birding, kayaking, or private photography sessions.

  • Geese feeding in a field.

    Solomons, MD – Riverfront Nature Cruises & Kayaking

    Kayaking, river cruises, and nature exploration. Solomons offers guided tours, fishing charters, museums, dining, and scenic stops.

  • Annapolis, MD – Chesapeake Bay Sailing & Wildlife Tours

    Eco-sailing trips with opportunities to spot waterfowl, bald eagles, osprey, and other wildlife. I coordinate charters and add optional local dining or historical stops.

  • Alaska – Glacier & Wildlife Exploration

    Glacier hikes, whale watching, and guided wildlife tours. Tide + Timber Travel can arrange recommended private guides, boat tours, and scenic excursions to see wildlife like orcas, humpback whales, otters, harbor seals, and more.

Local Flavors & Hidden Gems

A Maryland getaway isn’t complete without savoring its local culture. From iconic Chesapeake Bay seafood to family-owned wineries and breweries, these experiences give travelers a taste of the region while supporting small businesses and communities. Explore dockside crab feasts, historic taverns, and farm-to-table dining, or shop from artisans and makers across the Shore.

  • Grizzly bear eating in a field of lush green vegetation with Alaskan mountains and the blue sky with clouds in the distance

    📍 Ocean City

    Indulge in boardwalk treats, enjoy dockside crab feasts, or explore the lively nightlife along the inlet.

  • Scenic view of the water with docks extending out, and a blue dockside restaurant on the left in Kent Island, MD.

    📍 St. Michaels

    Sample Maryland wines, tour distilleries, and shop for artisan goods in one of the Shore’s most charming towns.

  • Geese feeding in a field.

    📍 Kent Island

    Classic crab houses and waterfront dining, with stunning sunsets over the Bay Bridge. Enjoy local eats like blue crabs, oysters, and Chesapeake Channa.

  • 📍 Solomons Island

    Browse local art galleries, enjoy fresh-caught seafood, and take in the relaxed pace of this riverside town.

  • 📍 Annapolis

    Dine on blue crabs dockside, sip local craft beer, and soak in history at taverns where America’s founders once gathered.

Hunting Experiences

For sportsmen and women seeking authentic outdoor adventures, Maryland’s fields and marshlands offer premier hunting opportunities. Dorchester County is home to the elusive sika deer, while Kent County is renowned for its duck and waterfowl hunting along the Atlantic Flyway. These experiences connect travelers with Maryland’s wild landscapes while being guided by expert outfitters who know the best spots and seasons. Whether you’re a seasoned hunter or exploring it for the first time, Maryland offers a rare and rewarding experience.

  • 5 geese flying in the air.

    Duck & Goose Hunting

    📍 Kent County, MD

    Guided waterfowl hunting in Kent County for ducks and geese. I’ll organize private guides and accommodations to match your trip style.

  • Sika deer standing in a field of tan grass with pine trees in the background.

    Sika Deer Hunts

    📍 Dorchester County, MD

    Unique sika deer hunting trips in Dorchester County with expert guides, lodging, and personalized itineraries.

  • A group of mallards taking flight off water.

    Waterfowl Hunts with Lodge Stays

    📍 Dorchester County

    Eastern Shore waterfowl hunts paired with upscale lodging. I handle planning from guide bookings to luxury accommodations. Ask me about reserving tee times for when you’re out of the blind.

  • A bull moose walking through water with woods in the background.

    Moose, Caribou, Bear Hunts

    📍 Alaska

    Alaska offers world-class hunting adventures for moose, caribou, and bear. From remote lodge stays to fully guided field days, I can ensure every detail is tailored to your experience level and schedule.

Other Trip Types:

  • Disney & Universal Vacations

    Theme park magic for all ages. Experience the magic of world-class theme parks with personalized planning for stress-free days filled with rides, shows, and unforgettable moments.

  • Cruises

    Set sail on curated itineraries across the Caribbean, Bahamas, New England, and beyond — with shore excursions and onboard perks tailored to you.

  • All-Inclusive Resorts

    Enjoy a seamless getaway where everything is covered — from gourmet dining to private cabanas — so all you have to do is unwind. Think Mexico, Aruba, or even Europe.

  • Tropical Escapes

    Relax on white-sand beaches or explore lush jungles in destinations like Aruba, Hawaii, the Dominican Republic, Punta Canta, and Costa Rica.

Didn’t see what you’re looking for?
These destinations are not an exhaustive list of destinations Tide + Timber Travel can book. If you have something different in mind, I’d love to help. Fill out the intake form or reach out directly — we can plan the trip that fits you best.